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Mallopenins A-E, Antibacterial Phenolic Derivatives from the Fruits of Mallotus philippensis

Journal Article


Abstract


  • The chromatographic separation of the components of the acetone extract of Mallotus philippensis fruits yielded five new phenolic compounds including two chalcones, 1 and 3, a functionalized phloroglucinol, 2, two flavanones, 4 and 5, and six known compounds. The structures of 1-5 were confirmed by NMR and mass analyses. Racemic compounds 1 and 2 were separated by chiral-phase HPLC, and the absolute configuration of (+)-1 was confirmed by X-ray diffraction studies and ECD spectroscopic data. The configurations of the enantiomers of 2 were defined by comparison of its ECD data with those of (+)-1. Compounds 6 and 7 exhibited significant antibacterial activities, with MIC values ranging from 3.8 to 15.5 μM.

UOW Authors


  •   Cheenpracha, Sarot (external author)
  •   Pyne, Stephen
  •   Patrick, Brian O. (external author)
  •   Andersen, Raymond J. (external author)
  •   Maneerat, Wisanu (external author)
  •   Laphookhieo, Surat (external author)

Publication Date


  • 2019

Citation


  • Cheenpracha, S., Pyne, S. G., Patrick, B. O., Andersen, R. J., Maneerat, W. & Laphookhieo, S. (2019). Mallopenins A-E, Antibacterial Phenolic Derivatives from the Fruits of Mallotus philippensis. Journal of Natural Products, 82 (8), 2174-2180.

Scopus Eid


  • 2-s2.0-85071711036

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/907

Number Of Pages


  • 6

Start Page


  • 2174

End Page


  • 2180

Volume


  • 82

Issue


  • 8

Place Of Publication


  • United States

Abstract


  • The chromatographic separation of the components of the acetone extract of Mallotus philippensis fruits yielded five new phenolic compounds including two chalcones, 1 and 3, a functionalized phloroglucinol, 2, two flavanones, 4 and 5, and six known compounds. The structures of 1-5 were confirmed by NMR and mass analyses. Racemic compounds 1 and 2 were separated by chiral-phase HPLC, and the absolute configuration of (+)-1 was confirmed by X-ray diffraction studies and ECD spectroscopic data. The configurations of the enantiomers of 2 were defined by comparison of its ECD data with those of (+)-1. Compounds 6 and 7 exhibited significant antibacterial activities, with MIC values ranging from 3.8 to 15.5 μM.

UOW Authors


  •   Cheenpracha, Sarot (external author)
  •   Pyne, Stephen
  •   Patrick, Brian O. (external author)
  •   Andersen, Raymond J. (external author)
  •   Maneerat, Wisanu (external author)
  •   Laphookhieo, Surat (external author)

Publication Date


  • 2019

Citation


  • Cheenpracha, S., Pyne, S. G., Patrick, B. O., Andersen, R. J., Maneerat, W. & Laphookhieo, S. (2019). Mallopenins A-E, Antibacterial Phenolic Derivatives from the Fruits of Mallotus philippensis. Journal of Natural Products, 82 (8), 2174-2180.

Scopus Eid


  • 2-s2.0-85071711036

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/907

Number Of Pages


  • 6

Start Page


  • 2174

End Page


  • 2180

Volume


  • 82

Issue


  • 8

Place Of Publication


  • United States